On the behavior of sulfonyl imide as a reactive intermediate. The reaction with enamines.

スポンサーリンク

概要

• 論文の詳細を見る

• The reactions of <I>N</I>-alkylsulfamoyl chloride with enamines in the presence of triethylamine showed the presence of <I>N</I>-alkylsulfonyl imide (RN=SO<SUB>2</SUB>) as a reaction intermediate to give either acyclic (sulfonamides) or cyclic products (1,2-thiazetidine 1,1-dioxides), depending upon the enamines used. The enamines leading to the acyclic products possess either a methylene group on the α-carbon or a hydrogen on the β-carbon of the enamine; the enamine leading to the cyclic product has no such available hydrogen atom. It is thought that the products are formed <I>via</I> a zwitter ionic intermediate provided by the electrophilic attack of the sulfonyl imide sulfur atom on the β-carbon atom of the enamine.

• 公益社団法人 日本化学会の論文

著者

• Shingaki Tadao

  College of General Education, Osaka University

• Ohshima Tetsuya

  College of General Education, Osaka University

• Inagaki Masao

  College of General Education, Osaka University

• Nagai Toshikazu

  College of General Education, Osaka University

関連論文

• Photolyses of S,S-dimethyl-N-(ethoxycarbonyl)sulfimide in hydrocarbons and in oxygen compounds.
• Copper-initiated decomposition of N,N-dichloromethanesulfonamide.
• The decomposition of N,N-dichlorourethane by copper: A comparison with the photolysis of ethyl azidoformate.
• Photolysis of ethyl azidoformate in ethers and in alcohols.
• Photolyses of ethyl azidoformate in cyclic ethers.
• On the behavior of sulfonyl imide as a reactive intermediate. The reaction with enamines.

スポンサーリンク